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Discover the most popular places to visit in Chianti Region
Antinori nel Chianti Classico
9.4/10 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the churches and wineries in this walkable area.
The Mall Luxury Outlet
8.8/10 (355 reviews)
During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and stunning cathedral in this walkable area.
Tenuta Torciano Winery
9.2/10 (40 reviews)
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.
Castle of Brolio
9.2/10 (44 reviews)
You can find out about the history of Gaiole in Chianti with a visit to Castle of Brolio. Discover the beautiful countryside and cosy cafes in this walkable area.
Casa Sola - Chianti Winery
You can enjoy a tasting or tour at Casa Sola - Chianti Winery during your travels to Cortine. Discover the beautiful countryside and wineries in this relaxing area.
Montegufoni Castle
8.0/10 (4 reviews)
Find out about the history of Montegufoni with a stop at Montegufoni Castle. Visit the notable monuments and stunning cathedral in this walkable area.
Verrazzano Castle
9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti when you stop by Verrazzano Castle. Discover the area's countryside and wineries.
Castello di Albola
9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this romantic area or enjoy its local tours.
"If you are thinking of staying anywhere else in toscana…DON’T! This was the most amazing stay. We extended our stay because it was so beautiful and full of history. The amenities are also wonderful!"
"We stayed at this property for three nights in mid July 2026. The property was very clean and the staff were very friendly. The property was close too many restaurants and shops. There is no parking on site. However, parking is available about 5 to 10 minute walk from the property. We were a little disappointed with the pool access. There could only be four people at a time at the indoor pool and had to make reservations well in advance to get a decent timeslot. The outdoor pool was a 5 km...
"Our one-week stay at this villa from the moment we arrived until the day we left, every aspect of our experience was exceptional.
The highlight of our stay was the restaurants both breakfast and dinner. Without question, Every meal was outstanding, with incredible flavors, beautifully prepared dishes, and an atmosphere that made every dinner memorable.
What truly set this property apart, however, was the people. The service was consistently warm, professional, and attentive. The front desk...
"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well...
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
How can I book the best Chianti Region adventure trips?
Choose your own adventure in Chianti Region, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Chianti Region family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Chianti Region. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Chianti Region adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Chianti Region adventure vacation for couples?
Book a Chianti Region couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Chianti Region?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Chianti Region with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Chianti Region adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
What types of mountain accommodations are available in Chianti Region?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Chianti Region. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.